HRP20192323T1 - Novi derivati dihidrokinolin-2-ona - Google Patents
Novi derivati dihidrokinolin-2-ona Download PDFInfo
- Publication number
- HRP20192323T1 HRP20192323T1 HRP20192323TT HRP20192323T HRP20192323T1 HR P20192323 T1 HRP20192323 T1 HR P20192323T1 HR P20192323T T HRP20192323T T HR P20192323TT HR P20192323 T HRP20192323 T HR P20192323T HR P20192323 T1 HRP20192323 T1 HR P20192323T1
- Authority
- HR
- Croatia
- Prior art keywords
- methyl
- pyridin
- quinolin
- oxo
- tetrahydro
- Prior art date
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- -1 amino, substituted amino Chemical group 0.000 claims 75
- 125000000753 cycloalkyl group Chemical group 0.000 claims 44
- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000001188 haloalkyl group Chemical group 0.000 claims 30
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 claims 26
- 125000005347 halocycloalkyl group Chemical group 0.000 claims 24
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 17
- 150000001875 compounds Chemical class 0.000 claims 14
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 10
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 9
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 9
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 7
- 125000004103 aminoalkyl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000005120 alkyl cycloalkyl alkyl group Chemical group 0.000 claims 6
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- XTMUXJBJCMRWPG-UHFFFAOYSA-N 3-chloropyridine-2-carboxylic acid Chemical compound OC(=O)C1=NC=CC=C1Cl XTMUXJBJCMRWPG-UHFFFAOYSA-N 0.000 claims 3
- LBJYRYYRKJIOGM-UHFFFAOYSA-N 6-[5-(aminomethyl)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1 LBJYRYYRKJIOGM-UHFFFAOYSA-N 0.000 claims 3
- JEWHTUVJRUFBNV-UHFFFAOYSA-N 6-[5-(aminomethyl)pyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydroquinolin-2-one Chemical compound FC=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1 JEWHTUVJRUFBNV-UHFFFAOYSA-N 0.000 claims 3
- 125000005094 alkyl carbonyl amino alkyl group Chemical group 0.000 claims 3
- 125000004461 halocycloalkylalkyl group Chemical group 0.000 claims 3
- 125000003884 phenylalkyl group Chemical group 0.000 claims 3
- 229940080818 propionamide Drugs 0.000 claims 3
- YKQLOQJDZRUJAB-UHFFFAOYSA-N 1-methyl-6-[5-[(2-oxopyrrolidin-1-yl)methyl]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CN1CCCC1=O YKQLOQJDZRUJAB-UHFFFAOYSA-N 0.000 claims 2
- IJEUISLJVBUNRE-UHFFFAOYSA-N 3,5-dimethyl-1,2-oxazole-4-carboxylic acid Chemical compound CC1=NOC(C)=C1C(O)=O IJEUISLJVBUNRE-UHFFFAOYSA-N 0.000 claims 2
- YYPLNJMRHYBKAH-UHFFFAOYSA-N 6-[5-(1-aminocyclopropyl)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1C1(N)CC1 YYPLNJMRHYBKAH-UHFFFAOYSA-N 0.000 claims 2
- WLADRWJLVWJQDF-UHFFFAOYSA-N 6-[5-(1-aminocyclopropyl)pyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydroquinolin-2-one Chemical compound FC=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1C1(N)CC1 WLADRWJLVWJQDF-UHFFFAOYSA-N 0.000 claims 2
- MSPPPNTXAVXJOO-UHFFFAOYSA-N 6-[5-(2-aminopropan-2-yl)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(C(C)(C)N)=C1 MSPPPNTXAVXJOO-UHFFFAOYSA-N 0.000 claims 2
- KRWXKRJUBPBMIF-UHFFFAOYSA-N 6-[5-(2-hydroxyethylamino)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(NCCO)=C1 KRWXKRJUBPBMIF-UHFFFAOYSA-N 0.000 claims 2
- SFNOYOPSCIHUIM-UHFFFAOYSA-N 6-[5-(aminomethyl)-4-chloropyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1Cl SFNOYOPSCIHUIM-UHFFFAOYSA-N 0.000 claims 2
- XXQPEKHUOMQNHH-UHFFFAOYSA-N 6-[5-(aminomethyl)-4-methylpyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1C XXQPEKHUOMQNHH-UHFFFAOYSA-N 0.000 claims 2
- DJVQAZVFHWTYET-UHFFFAOYSA-N 6-[5-(aminomethyl)-4-methylpyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydroquinolin-2-one Chemical compound FC=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1C DJVQAZVFHWTYET-UHFFFAOYSA-N 0.000 claims 2
- ALBJUSTYZAUYLN-UHFFFAOYSA-N 6-[5-(aminomethyl)pyridin-3-yl]-3,4-dihydro-1h-quinolin-2-one Chemical compound NCC1=CN=CC(C=2C=C3CCC(=O)NC3=CC=2)=C1 ALBJUSTYZAUYLN-UHFFFAOYSA-N 0.000 claims 2
- YCUXRMVMHJCMCV-KRWDZBQOSA-N 6-[5-[(2s)-2-(hydroxymethyl)pyrrolidin-1-yl]pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1N1CCC[C@H]1CO YCUXRMVMHJCMCV-KRWDZBQOSA-N 0.000 claims 2
- GPZBQRQUZUTIFW-SFHVURJKSA-N 6-[5-[[(2r)-1-hydroxy-3-methylbutan-2-yl]amino]pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound CC(C)[C@H](CO)NC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 GPZBQRQUZUTIFW-SFHVURJKSA-N 0.000 claims 2
- NKCUSYWCUKPWMP-SFHVURJKSA-N 6-[5-[[(2s)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl]methyl]pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CN1[C@H](CO)CCC1=O NKCUSYWCUKPWMP-SFHVURJKSA-N 0.000 claims 2
- ZKEKMASYEDVUKH-IBGZPJMESA-N 6-[5-[[(2s)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CN1CCC[C@H]1CO ZKEKMASYEDVUKH-IBGZPJMESA-N 0.000 claims 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000005169 cycloalkylcarbonylamino group Chemical group 0.000 claims 2
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- AZLADEGTHMWKBB-UHFFFAOYSA-N 1-methyl-6-(5-piperidin-4-yloxypyridin-3-yl)-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1OC1CCNCC1 AZLADEGTHMWKBB-UHFFFAOYSA-N 0.000 claims 1
- WWVOXLUMUOZFIP-UHFFFAOYSA-N 1-methyl-6-[5-(1-propanoylazetidin-3-yl)oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C1N(C(=O)CC)CC1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 WWVOXLUMUOZFIP-UHFFFAOYSA-N 0.000 claims 1
- RICATSKAXMIGME-UHFFFAOYSA-N 1-methyl-6-[5-(1-propanoylpiperidin-4-yl)oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C1CN(C(=O)CC)CCC1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 RICATSKAXMIGME-UHFFFAOYSA-N 0.000 claims 1
- VNQDBLQQYOBFRD-UHFFFAOYSA-N 1-methyl-6-[5-(2-oxopyrrolidin-1-yl)pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1N1CCCC1=O VNQDBLQQYOBFRD-UHFFFAOYSA-N 0.000 claims 1
- RDZSMQZMIUAPSM-UHFFFAOYSA-N 1-methyl-6-[5-[(2-oxopiperidin-1-yl)methyl]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CN1CCCCC1=O RDZSMQZMIUAPSM-UHFFFAOYSA-N 0.000 claims 1
- NKLDJLLDFLARLL-IBGZPJMESA-N 1-methyl-6-[5-[(2s)-2-(1,2,4-triazol-1-ylmethyl)pyrrolidin-1-yl]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C([C@@H]1CCCN1C=1C=NC=C(C=1)C=1C=C2CCC(=O)N(C2=CC=1)C)N1C=NC=N1 NKLDJLLDFLARLL-IBGZPJMESA-N 0.000 claims 1
- YGWBKAAQQLMOBM-GOSISDBHSA-N 1-methyl-6-[5-[(3r)-1-propanoylpyrrolidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C1N(C(=O)CC)CC[C@H]1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 YGWBKAAQQLMOBM-GOSISDBHSA-N 0.000 claims 1
- SMUPZYDMLAKXTN-PKLMIRHRSA-N 1-methyl-6-[5-[(3r)-pyrrolidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1O[C@@H]1CCNC1 SMUPZYDMLAKXTN-PKLMIRHRSA-N 0.000 claims 1
- BXWXHTCGGHRLIO-FQEVSTJZSA-N 1-methyl-6-[5-[(3s)-1-(1-methylpyrazole-4-carbonyl)pyrrolidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C([C@@H](C1)OC=2C=NC=C(C=2)C=2C=C3CCC(=O)N(C3=CC=2)C)CN1C(=O)C=1C=NN(C)C=1 BXWXHTCGGHRLIO-FQEVSTJZSA-N 0.000 claims 1
- UZTMWAFVURKSAZ-IBGZPJMESA-N 1-methyl-6-[5-[(3s)-1-propanoylpiperidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C1N(C(=O)CC)CCC[C@@H]1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 UZTMWAFVURKSAZ-IBGZPJMESA-N 0.000 claims 1
- YGWBKAAQQLMOBM-SFHVURJKSA-N 1-methyl-6-[5-[(3s)-1-propanoylpyrrolidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C1N(C(=O)CC)CC[C@@H]1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 YGWBKAAQQLMOBM-SFHVURJKSA-N 0.000 claims 1
- PYGTWZAUQMFLOV-KRWDZBQOSA-N 1-methyl-6-[5-[(3s)-piperidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1O[C@H]1CCCNC1 PYGTWZAUQMFLOV-KRWDZBQOSA-N 0.000 claims 1
- SMUPZYDMLAKXTN-NTISSMGPSA-N 1-methyl-6-[5-[(3s)-pyrrolidin-3-yl]oxypyridin-3-yl]-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1O[C@H]1CCNC1 SMUPZYDMLAKXTN-NTISSMGPSA-N 0.000 claims 1
- BNURNBARXCLCMJ-LJQANCHMSA-N 1-methyl-6-[5-[[(2r)-1-propanoylpyrrolidin-2-yl]methoxy]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound CCC(=O)N1CCC[C@@H]1COC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 BNURNBARXCLCMJ-LJQANCHMSA-N 0.000 claims 1
- LVXYKOOSDOCDSU-UNTBIKODSA-N 1-methyl-6-[5-[[(2r)-pyrrolidin-2-yl]methoxy]pyridin-3-yl]-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1OC[C@H]1CCCN1 LVXYKOOSDOCDSU-UNTBIKODSA-N 0.000 claims 1
- TYWQRQASRYRBGO-SFHVURJKSA-N 1-methyl-6-[5-[[(2s)-1-propanoylazetidin-2-yl]methoxy]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound CCC(=O)N1CC[C@H]1COC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 TYWQRQASRYRBGO-SFHVURJKSA-N 0.000 claims 1
- BNURNBARXCLCMJ-IBGZPJMESA-N 1-methyl-6-[5-[[(2s)-1-propanoylpyrrolidin-2-yl]methoxy]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound CCC(=O)N1CCC[C@H]1COC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 BNURNBARXCLCMJ-IBGZPJMESA-N 0.000 claims 1
- LYTOORZDRNVGTN-FQEVSTJZSA-N 1-methyl-6-[5-[[(2s)-2-(2,2,2-trifluoroethoxymethyl)pyrrolidin-1-yl]methyl]pyridin-3-yl]-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CN1CCC[C@H]1COCC(F)(F)F LYTOORZDRNVGTN-FQEVSTJZSA-N 0.000 claims 1
- LVXYKOOSDOCDSU-LMOVPXPDSA-N 1-methyl-6-[5-[[(2s)-pyrrolidin-2-yl]methoxy]pyridin-3-yl]-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1OC[C@@H]1CCCN1 LVXYKOOSDOCDSU-LMOVPXPDSA-N 0.000 claims 1
- WLDPWZQYAVZTTP-UHFFFAOYSA-N 1-methyl-imidazole-2-carboxylic acid Chemical compound CN1C=CN=C1C(O)=O WLDPWZQYAVZTTP-UHFFFAOYSA-N 0.000 claims 1
- RXYOQBQUVVOHFB-UHFFFAOYSA-N 1-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]imidazole-4-sulfonamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNS(=O)(=O)C1=CN(C)C=N1 RXYOQBQUVVOHFB-UHFFFAOYSA-N 0.000 claims 1
- SQLOGWOENWBRDL-UHFFFAOYSA-N 1-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyrazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1C=NN(C)C=1 SQLOGWOENWBRDL-UHFFFAOYSA-N 0.000 claims 1
- LRUXWGDUSFXWBJ-UHFFFAOYSA-N 1-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyrazole-4-sulfonamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNS(=O)(=O)C=1C=NN(C)C=1 LRUXWGDUSFXWBJ-UHFFFAOYSA-N 0.000 claims 1
- VQYMPMLZOFLNNG-UHFFFAOYSA-N 2,5-dimethyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,3-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1N=C(C)OC=1C VQYMPMLZOFLNNG-UHFFFAOYSA-N 0.000 claims 1
- CMZMAIYSXZAINI-UHFFFAOYSA-N 2-hydroxy-2-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]propanamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CNC(=O)C(C)(C)O)=C1 CMZMAIYSXZAINI-UHFFFAOYSA-N 0.000 claims 1
- JVSCRQDWLWMTAI-UHFFFAOYSA-N 2-hydroxy-n-[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]acetamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(NC(=O)CO)=C1 JVSCRQDWLWMTAI-UHFFFAOYSA-N 0.000 claims 1
- QFDACSWYMHXVRD-UHFFFAOYSA-N 2-methoxy-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyrimidine-5-carboxamide Chemical compound C1=NC(OC)=NC=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 QFDACSWYMHXVRD-UHFFFAOYSA-N 0.000 claims 1
- QWOWYFFENBMXLD-UHFFFAOYSA-N 2-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,3-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C1=COC(C)=N1 QWOWYFFENBMXLD-UHFFFAOYSA-N 0.000 claims 1
- IRTUTABPBSMNRR-UHFFFAOYSA-N 3,3,3-trifluoro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]propanamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CNC(=O)CC(F)(F)F)=C1 IRTUTABPBSMNRR-UHFFFAOYSA-N 0.000 claims 1
- JUXPXIBUMHCZOP-UHFFFAOYSA-N 3,4-dichloro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]benzenesulfonamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNS(=O)(=O)C1=CC=C(Cl)C(Cl)=C1 JUXPXIBUMHCZOP-UHFFFAOYSA-N 0.000 claims 1
- BUHCIUOLVZXAMY-UHFFFAOYSA-N 3,5-dimethyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1C(C)=NOC=1C BUHCIUOLVZXAMY-UHFFFAOYSA-N 0.000 claims 1
- WNUAISAOKNHLFZ-UHFFFAOYSA-N 3,5-dimethyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-4-sulfonamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNS(=O)(=O)C=1C(C)=NOC=1C WNUAISAOKNHLFZ-UHFFFAOYSA-N 0.000 claims 1
- UDJZQWJFNAVQEQ-UHFFFAOYSA-N 3,5-dimethyl-n-[[5-(2-oxo-3,4-dihydro-1h-quinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound CC1=NOC(C)=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)NC3=CC=2)=C1 UDJZQWJFNAVQEQ-UHFFFAOYSA-N 0.000 claims 1
- SSYUPEMNJOBSIW-UHFFFAOYSA-N 3,6-dichloro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyridazine-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C1=CC(Cl)=NN=C1Cl SSYUPEMNJOBSIW-UHFFFAOYSA-N 0.000 claims 1
- DSHCVXOZDUHMAT-UHFFFAOYSA-N 3,6-dichloro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C1=NC(Cl)=CC=C1Cl DSHCVXOZDUHMAT-UHFFFAOYSA-N 0.000 claims 1
- VPCJXHICBXTFHE-UHFFFAOYSA-N 3-chloro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]benzenesulfonamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNS(=O)(=O)C1=CC=CC(Cl)=C1 VPCJXHICBXTFHE-UHFFFAOYSA-N 0.000 claims 1
- LTCVKJMMHFYGDK-UHFFFAOYSA-N 3-chloro-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C1=NC=CC=C1Cl LTCVKJMMHFYGDK-UHFFFAOYSA-N 0.000 claims 1
- GVMNJIPIZBCQQV-UHFFFAOYSA-N 3-chloro-n-[[5-(2-oxo-3,4-dihydro-1h-quinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound ClC1=CC=CN=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)NC3=CC=2)=C1 GVMNJIPIZBCQQV-UHFFFAOYSA-N 0.000 claims 1
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- OHYMINVBBKKTFT-UHFFFAOYSA-N 3-chloro-n-[[5-(8-chloro-2-oxo-3,4-dihydro-1h-quinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound ClC1=CC=CN=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)NC3=C(Cl)C=2)=C1 OHYMINVBBKKTFT-UHFFFAOYSA-N 0.000 claims 1
- YYLDTCQZWTZFPS-UHFFFAOYSA-N 3-chloro-n-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound C=1N=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=CC=1CN(C)C(=O)C1=NC=CC=C1Cl YYLDTCQZWTZFPS-UHFFFAOYSA-N 0.000 claims 1
- GZMXIOQLRZYPSW-UHFFFAOYSA-N 3-chloro-n-methyl-n-[[5-(2-oxo-3,4-dihydro-1h-quinolin-6-yl)pyridin-3-yl]methyl]pyridine-2-carboxamide Chemical compound C=1N=CC(C=2C=C3CCC(=O)NC3=CC=2)=CC=1CN(C)C(=O)C1=NC=CC=C1Cl GZMXIOQLRZYPSW-UHFFFAOYSA-N 0.000 claims 1
- JFGADZPECLDUDB-UHFFFAOYSA-N 3-methoxy-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-5-carboxamide Chemical compound O1N=C(OC)C=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 JFGADZPECLDUDB-UHFFFAOYSA-N 0.000 claims 1
- PJXOSQIYXVLOPG-UHFFFAOYSA-N 3-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C1=CON=C1C PJXOSQIYXVLOPG-UHFFFAOYSA-N 0.000 claims 1
- QJFQPBZIEDIWJE-UHFFFAOYSA-N 3-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]butanamide Chemical compound CC(C)CC(=O)NCC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 QJFQPBZIEDIWJE-UHFFFAOYSA-N 0.000 claims 1
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- ORKVIHLVUXTNTO-UHFFFAOYSA-N 5-cyclopropyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,3-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1N=COC=1C1CC1 ORKVIHLVUXTNTO-UHFFFAOYSA-N 0.000 claims 1
- CNKUIXMXKYCYCT-UHFFFAOYSA-N 5-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1C=NOC=1C CNKUIXMXKYCYCT-UHFFFAOYSA-N 0.000 claims 1
- AWEQOOUPFFQHIV-UHFFFAOYSA-N 5-methyl-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]-1,3-oxazole-4-carboxamide Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1CNC(=O)C=1N=COC=1C AWEQOOUPFFQHIV-UHFFFAOYSA-N 0.000 claims 1
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- MCFSDIHFMBLSJV-UHFFFAOYSA-N 6-(5-aminopyridin-3-yl)-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(N)=C1 MCFSDIHFMBLSJV-UHFFFAOYSA-N 0.000 claims 1
- DKMDZLUUGDYCBI-UHFFFAOYSA-N 6-[5-(1-aminocyclopropyl)pyridin-3-yl]-1-methylquinolin-2-one Chemical compound C1=C2C=CC(=O)N(C)C2=CC=C1C(C=1)=CN=CC=1C1(N)CC1 DKMDZLUUGDYCBI-UHFFFAOYSA-N 0.000 claims 1
- FMJLODAAQREOTO-UHFFFAOYSA-N 6-[5-(1-ethylsulfonylazetidin-3-yl)oxypyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C1N(S(=O)(=O)CC)CC1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 FMJLODAAQREOTO-UHFFFAOYSA-N 0.000 claims 1
- MWDUXRQPKORTRA-UHFFFAOYSA-N 6-[5-(1-ethylsulfonylpiperidin-4-yl)oxypyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C1CN(S(=O)(=O)CC)CCC1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 MWDUXRQPKORTRA-UHFFFAOYSA-N 0.000 claims 1
- BQWCKNXVTHZVQN-UHFFFAOYSA-N 6-[5-(2-aminoethoxy)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(OCCN)=C1 BQWCKNXVTHZVQN-UHFFFAOYSA-N 0.000 claims 1
- RVEGMCMULSQOHP-UHFFFAOYSA-N 6-[5-(2-aminoethoxy)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(OCCN)=C1 RVEGMCMULSQOHP-UHFFFAOYSA-N 0.000 claims 1
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- VXGYDIYYWVPZKI-UHFFFAOYSA-N 6-[5-(2-aminoethoxy)pyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.FC=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(OCCN)=C1 VXGYDIYYWVPZKI-UHFFFAOYSA-N 0.000 claims 1
- QAKWGGGUFODUDA-UHFFFAOYSA-N 6-[5-(3-aminooxetan-3-yl)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1C1(N)COC1 QAKWGGGUFODUDA-UHFFFAOYSA-N 0.000 claims 1
- KOZHSPRXEBJHIC-UHFFFAOYSA-N 6-[5-(3-aminooxetan-3-yl)pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1C1(N)COC1 KOZHSPRXEBJHIC-UHFFFAOYSA-N 0.000 claims 1
- ADEOPYIDVYNUBZ-UHFFFAOYSA-N 6-[5-(aminomethyl)-4-chloropyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one;hydrochloride Chemical compound Cl.C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(CN)=C1Cl ADEOPYIDVYNUBZ-UHFFFAOYSA-N 0.000 claims 1
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- WLAJEGLNCFJTHU-GOSISDBHSA-N 6-[5-[(3r)-1-ethylsulfonylpyrrolidin-3-yl]oxypyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C1N(S(=O)(=O)CC)CC[C@H]1OC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 WLAJEGLNCFJTHU-GOSISDBHSA-N 0.000 claims 1
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- MVAGBHSXTRYRKB-IBGZPJMESA-N 6-[5-[[(2s)-1-(cyclopropanecarbonyl)azetidin-2-yl]methoxy]pyridin-3-yl]-1-methyl-3,4-dihydroquinolin-2-one Chemical compound C([C@H]1COC=2C=NC=C(C=2)C=2C=C3CCC(=O)N(C3=CC=2)C)CN1C(=O)C1CC1 MVAGBHSXTRYRKB-IBGZPJMESA-N 0.000 claims 1
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- TZSPZEKLXMWRQK-UHFFFAOYSA-N 6-methoxy-n-[[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]methyl]pyridazine-3-carboxamide Chemical compound N1=NC(OC)=CC=C1C(=O)NCC1=CN=CC(C=2C=C3CCC(=O)N(C)C3=CC=2)=C1 TZSPZEKLXMWRQK-UHFFFAOYSA-N 0.000 claims 1
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- 150000002148 esters Chemical class 0.000 claims 1
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- YYEFCORMUMDUBP-SFHVURJKSA-N tert-butyl (3s)-3-[5-(2-oxo-3,4-dihydro-1h-quinolin-6-yl)pyridin-3-yl]oxypyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC[C@@H]1OC1=CN=CC(C=2C=C3CCC(=O)NC3=CC=2)=C1 YYEFCORMUMDUBP-SFHVURJKSA-N 0.000 claims 1
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- KDSWRWPNBSBGHZ-UHFFFAOYSA-N tert-butyl 4-[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]oxypiperidine-1-carboxylate Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C(C=1)=CN=CC=1OC1CCN(C(=O)OC(C)(C)C)CC1 KDSWRWPNBSBGHZ-UHFFFAOYSA-N 0.000 claims 1
- JGXHHHSFPWASBY-UHFFFAOYSA-N tert-butyl n-[2-[5-(1-methyl-2-oxo-3,4-dihydroquinolin-6-yl)pyridin-3-yl]oxyethyl]carbamate Chemical compound C=1C=C2N(C)C(=O)CCC2=CC=1C1=CN=CC(OCCNC(=O)OC(C)(C)C)=C1 JGXHHHSFPWASBY-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
- A61P5/42—Drugs for disorders of the endocrine system of the suprarenal hormones for decreasing, blocking or antagonising the activity of mineralocorticosteroids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/10—Spiro-condensed systems
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011079673 | 2011-09-15 | ||
| PCT/EP2012/067744 WO2013037779A1 (en) | 2011-09-15 | 2012-09-12 | New dihydroquinoline-2-one derivatives |
| EP12756741.0A EP2755963B1 (en) | 2011-09-15 | 2012-09-12 | New dihydroquinoline-2-one derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20192323T1 true HRP20192323T1 (hr) | 2020-03-20 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| HRP20192323TT HRP20192323T1 (hr) | 2011-09-15 | 2019-12-23 | Novi derivati dihidrokinolin-2-ona |
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| EP (2) | EP2755963B1 (es) |
| JP (1) | JP6012735B2 (es) |
| KR (1) | KR101785143B1 (es) |
| CN (1) | CN103814021B (es) |
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| BR (1) | BR112014006283B1 (es) |
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| HR (1) | HRP20192323T1 (es) |
| HU (1) | HUE047771T2 (es) |
| IL (1) | IL231229A0 (es) |
| LT (1) | LT2755963T (es) |
| MX (1) | MX358376B (es) |
| MY (1) | MY169043A (es) |
| PE (1) | PE20141372A1 (es) |
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| RS (1) | RS59737B1 (es) |
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| TW (1) | TWI462914B (es) |
| UA (1) | UA111626C2 (es) |
| WO (1) | WO2013037779A1 (es) |
| ZA (1) | ZA201401884B (es) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
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| RU2015137972A (ru) * | 2013-03-08 | 2017-04-13 | Ф. Хоффманн-Ля Рош Аг | Новые производные дигидрохинолин-2-она в качестве ингибиторов альдостеронсинтазы (cyp1 1 b2 или cyp1 1 b1) |
| RU2015138961A (ru) * | 2013-03-14 | 2017-04-18 | Ф. Хоффманн-Ля Рош Аг | Производные дигидрохинолин-2-она для применения в качестве ингибиторов альдостеронсинтазы |
| CN105073732B (zh) * | 2013-03-14 | 2017-07-21 | 豪夫迈·罗氏有限公司 | 用作醛固酮合酶抑制剂的二氢喹啉‑2‑酮衍生物 |
| EP2970311A4 (en) | 2013-03-14 | 2016-11-23 | Brigham & Womens Hospital | BMP INHIBITORS AND METHODS OF USE |
| JP6067181B2 (ja) * | 2013-04-30 | 2017-01-25 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | アルドステロンシンターゼ阻害薬 |
| CN105308045B (zh) * | 2013-05-27 | 2017-05-17 | 豪夫迈·罗氏有限公司 | 新的3,4‑二氢‑2h‑异喹啉‑1‑酮和2,3‑二氢‑异吲哚‑1‑酮化合物 |
| JP6416230B2 (ja) * | 2013-05-27 | 2018-10-31 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | 新規３，４−ジヒドロ−２ｈ−イソキノリン−１−オン及び２，３−ジヒドロ−イソインドール−１−オン化合物 |
| AR096424A1 (es) * | 2013-05-27 | 2015-12-30 | Hoffmann La Roche | Compuestos de 3,4-dihidro-2h-isoquinolin-1-ona y 2,3-dihidro-isoindol-1-ona |
| WO2015125858A1 (ja) * | 2014-02-24 | 2015-08-27 | 日本曹達株式会社 | ヘテロアリール化合物およびその用途 |
| JP2017514793A (ja) * | 2014-03-26 | 2017-06-08 | ザ ブリガム アンド ウィメンズ ホスピタル インコーポレイテッドＴｈｅ Ｂｒｉｇｈａｍ ａｎｄ Ｗｏｍｅｎ’ｓ Ｈｏｓｐｉｔａｌ， Ｉｎｃ． | Ｂｍｐ阻害用組成物及びｂｍｐ阻害方法 |
| MY176401A (en) | 2014-04-24 | 2020-08-05 | Mitsubishi Tanabe Pharma Corp | Novel disubstituted 1,2,4-triazine compound |
| WO2016011019A1 (en) | 2014-07-15 | 2016-01-21 | The Brigham And Women's Hospital, Inc. | Compositions and methods for inhibiting bmp |
| EP3212630B1 (en) * | 2014-10-31 | 2022-05-18 | F. Hoffmann-La Roche AG | New dihydroquinoline pyrazolyl compounds |
| JP6670832B2 (ja) * | 2014-10-31 | 2020-03-25 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | アルドステロン合成酵素阻害剤としての新規ジヒドロキノリンピラゾリル化合物 |
| WO2016066663A1 (en) | 2014-10-31 | 2016-05-06 | F. Hoffmann-La Roche Ag | Pyrazolyl-3,4-dihydroquinolin-2-one aldosterone synthase inhibitors |
| RU2723480C2 (ru) | 2015-08-31 | 2020-06-11 | Тон-А Сосио Холдингз Ко., Лтд. | Гетероарильные соединения и их применение в качестве терапевтических лекарственных средств |
| JP6314196B2 (ja) * | 2015-10-22 | 2018-04-18 | 田辺三菱製薬株式会社 | 医薬組成物 |
| US10717731B2 (en) | 2015-10-23 | 2020-07-21 | Mitsubishi Tanabe Pharma Corporation | Nitrogen-containing aromatic heterocyclic compound |
| EP3523292B1 (en) * | 2016-10-10 | 2021-12-15 | Dong-A Socio Holdings Co., Ltd. | Heteroaryl compounds and their use as mer inhibitors |
| AR110498A1 (es) * | 2016-12-08 | 2019-04-03 | Hoffmann La Roche | DERIVADOS DE ISOXAZOLIL ÉTER COMO MODULADORES ALOSTÉRICOS POSITIVOS (PAM) DE RECEPTORES DE GABAA a5 |
| JP7530384B2 (ja) | 2019-05-01 | 2024-08-07 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | （ｒ）－（２－メチルオキシラン－２－イル）メチル ４－ブロモベンゼンスルホネート |
| WO2023063851A1 (en) * | 2021-10-13 | 2023-04-20 | «Target Medicals» Limited Liability Company | Inhibitors of human aldosterone synthase (cyp11b2) |
| WO2024102026A1 (en) * | 2022-11-10 | 2024-05-16 | «Target Medicals» Limited Liability Company | Inhibitors of human aldosterone synthase (cyp11b2) |
| WO2024109885A1 (zh) * | 2022-11-23 | 2024-05-30 | 上海翰森生物医药科技有限公司 | 吡啶多环类化合物抑制剂、及其制备方法和应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8334282D0 (en) * | 1983-12-22 | 1984-02-01 | Pfizer Ltd | Quinolone inotropic agents |
| PT79699B (en) * | 1983-12-22 | 1986-12-10 | Pfizer | Process for preparing quinolone inotropic agents |
| CN85100796A (zh) * | 1985-04-01 | 1986-10-01 | 辉瑞公司 | 喹啉酮衍生物的制备方法 |
| FR2580646A1 (fr) * | 1985-04-19 | 1986-10-24 | Synthelabo | Derives de 2(1h)-quinolinone, leur preparation et leur application en therapeutique |
| EP1874753A2 (en) | 2005-04-14 | 2008-01-09 | Smithkline Beecham Corporation | Compounds, compositions and methods |
| DE102008022221A1 (de) * | 2008-05-06 | 2009-11-12 | Universität des Saarlandes | Inhibitoren der humanen Aldosteronsynthase CYP11B2 |
| CN102459247B (zh) | 2009-05-15 | 2014-09-17 | 诺华股份有限公司 | 作为醛固酮合酶抑制剂的苯并噁唑酮衍生物 |
| BRPI1010600A2 (pt) | 2009-05-15 | 2016-03-15 | Novartis Ag | aril piridina como inibidores de aldosterona sintase |
| US8541404B2 (en) * | 2009-11-09 | 2013-09-24 | Elexopharm Gmbh | Inhibitors of the human aldosterone synthase CYP11B2 |
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2012
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- 2012-09-12 TW TW101133381A patent/TWI462914B/zh active
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- 2012-09-12 CA CA2846785A patent/CA2846785C/en active Active
- 2012-09-12 PT PT127567410T patent/PT2755963T/pt unknown
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